Mark your calendars for the Slimey Crud Motorcycle and Cafe Racer Run in the Madison, WI area - Pine Bluff, WI to Leyland, WI. It's open to all bikes, but you will see some pretty neat old bikes out there. If the weather is good you will see a few thousand bikes or more!
This is an informal run held every year on the first Sunday in May and the first Sunday in October.
The spring run is this Sunday May 6th.
https://www.slimeycrudrun.com/
Also, check out last years event with high flying drone coverage! https://www.youtube.com/watch?v=tkPHgPkg94M